Highly efficient solid-phase phosphopeptide synthesis using bis-(polyfluorophenyl) chlorophosphates: Preparation of serine-threonine protein phosphatase substrates.

被引：13

作者：

Hormozdiari, P

Gani, D

机构：

[1] UNIV ST ANDREWS, SCH CHEM, ST ANDREWS KY16 9ST, FIFE, SCOTLAND

[2] UNIV ST ANDREWS, CTR BIOMOL SCI, ST ANDREWS KY16 9ST, FIFE, SCOTLAND

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 45期

关键词：

D O I：

10.1016/0040-4039(96)01874-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new fast and efficient solid phase phosphorylation protocol suitable for the preparation of phosphoserine- and phosphothreonine-containing peptides is described. The method allows the facile conversion of primary and secondary alcohol groups to the corresponding bis-(pentafluorophenyl) phosphate triesters which are cleanly converted to the phosphate monoesters under acidic conditions. Copyright (C) 1996 Elsevier Science Ltd.

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收藏

页码：8227 / 8230

页数：4

相关论文

共 15 条

[1]

BOSCHAN RH, 1967, Patent No. 3341630

[2] THE STRUCTURE AND REGULATION OF PROTEIN PHOSPHATASES [J].

COHEN, P .

ANNUAL REVIEW OF BIOCHEMISTRY, 1989, 58 :453-508

[3] PROTEIN SERINE THREONINE PHOSPHATASES - AN EXPANDING FAMILY [J].

COHEN, PTW ;

BREWIS, ND ;

HUGHES, V ;

MANN, DJ .

FEBS LETTERS, 1990, 268 (02) :355-359

[4] AN INVESTIGATION OF THE SUBSTRATE-SPECIFICITY OF PROTEIN PHOSPHATASE-2C USING SYNTHETIC PEPTIDE-SUBSTRATES - COMPARISON WITH PROTEIN PHOSPHATASE-2A [J].

DEANA, AD ;

MACGOWAN, CH ;

COHEN, P ;

MARCHIORI, F ;

MEYER, HE ;

PINNA, LA .

BIOCHIMICA ET BIOPHYSICA ACTA, 1990, 1051 (02) :199-202

[5] CRYSTAL-STRUCTURE OF THE CATALYTIC SUBUNIT OF HUMAN PROTEIN PHOSPHATASE-1 AND ITS COMPLEX WITH TUNGSTATE [J].

EGLOFF, MP ;

COHEN, PTW ;

REINEMER, P ;

BARFORD, D .

JOURNAL OF MOLECULAR BIOLOGY, 1995, 254 (05) :942-959

[6] 3-DIMENSIONAL STRUCTURE OF THE CATALYTIC SUBUNIT OF PROTEIN SERINE/THREONINE PHOSPHATASE-1 [J].

GOLDBERG, J ;

HUANG, HB ;

KWON, YG ;

GREENGARD, P ;

NAIRN, AC ;

KURIYAN, J .

NATURE, 1995, 376 (6543) :745-753

[7] PROTEIN-KINASES AND PHOSPHATASES - THE YIN AND YANG OF PROTEIN-PHOSPHORYLATION AND SIGNALING [J].

HUNTER, T .

CELL, 1995, 80 (02) :225-236

[8]

KING DS, 1990, INT J PEPT PROT RES, V36, P255

[9] Synthesis of functionalised cyclic pentapeptide analogues of the serine-threonine protein phosphatase inhibitor nodularin [J].

Mehrotra, AP ;

Gani, D .

TETRAHEDRON LETTERS, 1996, 37 (38) :6915-6918

[10]

OTVOS L, 1989, INT J PEPT PROT RES, V34, P129